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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2294034Generated: October 25, 2026

Triethylamine → 5-[4-(4-Chloro-phenyl)-piperazin-1-ylmethyl]-pyrimidine-2,4-diamine

https://huagongshe.com/reaction/2294034

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant1-(4-Chlorophenyl)piperazineHCID 97478—
Reactant5-(Bromomethyl)pyrimidine-2,4-diamine dihydrobromideHCID 21473608—
SolventDimethylformamideHCID 6228—
Product5-[4-(4-Chloro-phenyl)-piperazin-1-ylmethyl]-pyrimidine-2,4-diamineHCID 2147365141.2%

Reaction Steps

A solution of 0.97 g (0.00493 mol) of 1-(4-chloro-phenyl)-piperazine in 35 ml of dimethylformamide was treated with 1.37 ml (0.00986 mol) of triethylamine and 0.60 g (0.0016 mol) of 5-bromomethyl-pyrimidine-2,4-diamine dihydrobromide and the mixture was stirred at room temperature under argon for 60 hours. The mixture was completely freed from the solvents. The residue was chromatographed over silica gel with acetonitrile/methanol 1:1 as the eluent, digested in dichloromethane/water 1:1 and subsequently filtered off under suction. 0.21 g (40%) of 5-[4-(4-chloro-phenyl)-piperazin-1-ylmethyl]-pyrimidine-2,4-diamine was obtained as white crystals; m.p. 296°-298°.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05688798
Source datasetuspto-grants-1997_11
ORD IDord-26c0f29b4074491eb14161b23fbd5073
Source noteuspto-grants-1997_11